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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60661Generated: October 30, 2026

Sodium Hydroxide → {5-tert-Butyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-5-chloro-phenyl]-2H-pyrazol-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

https://huagongshe.com/reaction/60661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
ReactantHCID 123427162HCID 123427162—
SolventEthyl AcetateHCID 8857—
Product{5-tert-Butyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-5-chloro-phenyl]-2H-pyrazol-3-yl}-carbamic acid 2,2,2-trichloro-ethyl esterHCID 123756753107.9%

Reaction Steps

To a bi-phasic mixture of Intermediate 62c (807 mg, 2.12 mmol) in EtOAc (7.5 mL) and 1N NaOH solution (1.38 ml, 1.38 mmol) at 0° C. was added 2,2,2-trichloroethyl chloroformate (0.35 mL, 2.54 mmol) and the mixture stirred for 5 h. The layers were separated and the organic layer was washed with brine, dried and concentrated in vacuo to give the title compound (1.27 g, 99%). LCMS (Method 3): Rt 5.66 min, m/z 553, 555, 557 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440974B2
Source datasetuspto-grants-2016_09
ORD IDord-f3a4a6225c2945b9a33104bd0bd407ef
Source noteuspto-grants-2016_09